Unlimited Pto Jobs in Chicago, IL

16,263 open positions · Updated daily

Looking for Unlimited Pto jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Unlimited Pto position in the Chicago, IL area.

Sales Associate (Hybrid in Chicago)

Company: Nextpoint

Location: Chicago, IL

Posted May 21, 2024

Nextpoint is a transformative software and services provider for law firms, offering streamlined ediscovery workflows, simplified case management, and best-in-class security. The company values a friendly, open office culture, professional development, and competitive compensation. The Sales Associate role involves driving sales prospecting efforts, learning sales techniques, and collaborating with various teams. The ideal candidate has 1-3 years of customer-facing sales experience, excellent communication skills, and a self-motivated attitude.

Product Manager, NetCredit (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 24, 2024

Enova International is seeking a Product Manager for a hybrid role, supporting one of their core P&Ls. The role involves collaborating with various departments, gathering data, and making recommendations based on trends and analytics. The ideal candidate should have intermediate knowledge of SQL and financial concepts, 2+ years of experience in a product, analyst, or technical role, and experience driving a full lifecycle product feature or launch. Enova offers a range of benefits including health insurance, 401(k) matching, PTO, paid parental leave, and DEI groups. Enova is a values-driven organization committed to making it an awesome place to work, with an inclusive culture where employees can thrive.

Sr. Customer Success Manager, Manufacturer

Company: Kalderos

Location: Chicago, IL

Posted May 24, 2024

Kalderos is seeking a Senior Customer Success Manager to lead customer teams in achieving satisfaction and growth. The role involves onboarding customers, minimizing escalations, and ensuring full adoption of Kalderos solutions. The ideal candidate will have a Bachelor's degree, 7+ years of customer relationship experience, and proficiency in Salesforce or similar CRM systems. They should also have strong project management, analytical, and communication skills. Kalderos offers competitive benefits including health insurance, 401k match, flexible PTO, and opportunities for growth.

Direct Marketing Associate/Sr. Associate

Company: Enova

Location: Chicago, IL

Posted May 24, 2024

Enova International is seeking a marketing professional with 4+ years of experience in roles such as Strategy, Planning, or Operations. The ideal candidate will manage day-to-day execution of Small Business acquisition and portfolio direct mail programs, implement and monitor creative/targeting testing strategies, and collaborate with cross-functional teams. The role offers a competitive benefits package, including health insurance, 401(k) matching, and paid parental leave. Enova is a values-driven organization committed to providing equal employment opportunities and fostering an inclusive culture.

Sales Executive

Company: Nextpoint

Location: Chicago, IL

Posted May 24, 2024

Nextpoint is a transformative software and services provider for law firms, offering streamlined eDiscovery workflows, simplified case management, and best-in-class security. The company values a friendly, open office culture, professional development, and competitive compensation. They are seeking a Sales Executive with 2+ years of full-cycle sales experience, preferably in the legal industry or SaaS, to manage the sales cycle, perform product demonstrations, and collaborate with team members. The role requires excellent communication skills, a proactive work ethic, and proficiency in Salesforce. The company is an equal opportunity employer, fostering diversity and inclusivity.

Sr Data Analyst - Finance

Company: Home Chef

Location: Chicago, IL

Posted May 24, 2024

Home Chef, founded in 2013, is a leading meal solutions company with a retail and online presence. They are committed to inspiring and enabling people to cook simple, delicious meals. The company is looking for a Senior Financial Data Analyst to support their strategic initiatives through detailed financial analysis, planning, and reporting. The role involves developing and maintaining reporting on KPIs and financial performance, performing regular business reviews, and supporting the development of the annual company budget and long-term strategic plan. The ideal candidate should have a four-year degree in a related field, 3+ years of progressive experience, and advanced analytics skills. Home Chef offers comprehensive benefits, a flexible work environment, and a commitment to diversity and inclusion.

Senior Corporate Counsel / Assistant General Counsel

Company: SpotHero

Location: Chicago, IL

Posted May 21, 2024

SpotHero, a rapidly growing tech company in Chicago, is seeking a Senior Corporate Counsel or Assistant General Counsel. The role involves reviewing and drafting business agreements, advising on commercial matters, and building out compliance-related risk assessments. The ideal candidate should have 7+ years of experience in a law firm or in-house corporate legal department, with a focus on technology and marketing transactions. They should possess excellent business judgment, strong interpersonal skills, and the ability to balance legal considerations with business realities. The company offers excellent benefits, flexible PTO, and a supportive work environment.

Manufacturing Fulfillment Operations Program Manager

Company: Cisco Meraki

Location: Chicago, IL

Posted May 24, 2024

Cisco Meraki is seeking a Fulfillment Program Manager to join their Operations Team. The role involves optimizing and aligning Cisco's business systems with Meraki's fast fulfillment model. The ideal candidate will have 7+ years of program/project management experience, strong executive skills, and proficiency in ERP, WMS, and PM tools. They will lead process/technology projects, manage the project management life cycle, and support Fulfillment PMO operations. Cisco Meraki offers a flexible work model, competitive benefits, and a culture that values diversity, inclusion, and collaboration.

R&D Chef - Ready to Heat

Company: Home Chef

Location: Chicago, IL

Posted May 24, 2024

Home Chef, founded in 2013, is a leading meal solutions company with a retail and online presence. They are committed to inspiring and enabling people to cook simple, delicious meals. The company is seeking a Research and Development Chef of Ready to Heat to conceive and create new recipes for the Ready to Heat offering. The ideal candidate should have 5+ years of experience in a kitchen or professional cooking environment, 2+ years of recipe development experience, and a culinary degree. They should be a self-starter, highly motivated, and able to provide thorough feedback on meal and ingredient samples. The position requires attending weekly culinary team meetings and offers a comprehensive benefits package.

Senior Compliance Analyst

Company: M1

Location: Chicago, IL

Posted May 23, 2024

M1 is a fintech company offering a comprehensive Finance Super App™ for wealth building and protection. With over $8 billion in assets and 60,000 five-star reviews, M1 provides automated investing tools, high-yield savings accounts, margin loans, personal loans, and credit card rewards. The company is seeking a Compliance Officer to navigate regulatory landscapes, review marketing materials, and ensure adherence to laws and regulations. M1 values diversity, equity, inclusion, and belonging, and is committed to its core principles of mission-driven work, extreme ownership, boldness, ruthless prioritization, integrity, effectiveness, team orientation, transparency, forward progress, and resiliency.

D365 FSC - Systems Engineer / Developer

Company: Armanino LLP

Location: Chicago, IL

Posted May 19, 2024

Armanino is a rapidly growing, top-20 national audit, tax and technology consulting firm, offering a range of benefits and opportunities for career growth and development. The company is looking for a D365 F&O / FSC SYSTEMS ENGINEER / DEVELOPER to join their team.

Compliance Advisor

Company: M1

Location: Chicago, IL

Posted May 23, 2024

M1 is a fintech company offering a comprehensive finance super app with services including investing, borrowing, spending, and saving. The company empowers clients' financial well-being through automated tools, high-yield savings accounts, margin loans, personal loans, and credit card rewards. M1 aims to create a digital private banking experience, accessible to all. The company has received numerous accolades and has a strong commitment to diversity, equity, inclusion, and belonging. M1 is seeking a compliance professional with FINRA Series 7 and 24, 5-8 years of financial services compliance experience, and excellent communication skills to join their team.

Frequently Asked Questions

What are typical salary ranges by seniority for Unlimited PTO tech roles?
Junior engineers earn $70k–$95k, mid‑level $95k–$140k, senior $140k–$190k, and lead/principal roles $190k–$250k. Product managers follow a similar tier: $80k–$110k, $110k–$160k, $160k–$210k, and $210k–$280k for senior PMs.
What skills and certifications are required for Unlimited PTO positions?
Core tech roles demand proficiency in AWS, GCP, or Azure, Terraform, Docker, and CI/CD pipelines. Product managers often hold Certified ScrumMaster (CSM) or Product Owner certifications, while data scientists are expected to know SQL, Python, TensorFlow, and experience with BigQuery or Redshift.
Is remote work common for Unlimited PTO jobs?
Yes, over 90% of Unlimited PTO listings are fully remote or hybrid, with 80% of companies offering flexible scheduling and no fixed office hours. Remote teams use Slack, Zoom, and distributed version control to maintain collaboration.
What career progression paths exist within Unlimited PTO companies?
Candidates can advance from Junior → Mid → Senior → Lead Engineer, or from Associate PM to Senior PM, then to Director or VP of Product. Many firms also offer lateral moves into technical leadership, data science squads, or design leadership, enabling cross‑functional growth.
What industry trends affect Unlimited PTO roles?
The tech sector is moving toward AI‑driven product development, cloud‑native architectures, and continuous delivery. Companies emphasize equity, health benefits, and unlimited PTO to retain top talent in a competitive remote work landscape.

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